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Head of Creative and Content Design

San Mateo, CA

Homeward is rearchitecting the delivery of health and care in partnership with communities everywhere, starting in rural America. Today, 60 million Americans living in rural communities are facing a crisis of access to care. In the U.S. healthcare system, rural Americans experience significantly poorer clinical outcomes. This trend is rapidly accelerating as rural hospitals close and physician shortages increase, exacerbating health disparities. In fact, Americans living in rural communities suffer a mortality rate 23 percent higher than those in urban communities, in part because of the lack of access to quality care.

Our vision is care that enables everyone to achieve their best health. So, we’re creating a new healthcare delivery model that is purpose-built for rural America and directly addresses the issues that have historically limited access and quality. Homeward supports Medicare-eligible beneficiaries by partnering with health plans, providers, and communities to align incentives – taking full financial accountability for clinical outcomes and the total cost of care across rural counties.

As a public benefit corporation and Certified B Corp™, Homeward’s mission and business model are aligned to address the healthcare, economic, and demographic challenges that make it challenging for rural Americans to stay healthy. Our Homeward Navigation™ platform uses advanced analytics to connect members to the right care and local resources that address social determinants of health and improve holistic health outcomes. Since many rural communities lack adequate clinical capacity, Homeward also employs care teams that supplement local practices and reach people who cannot otherwise access care.

Homeward is co-founded by a leadership team that defined and delivered Livongo’s products, and backed most recently by a $50 million series B co-led by Arch Ventures and Human Capital, with participation from General Catalyst for a total of $70 million in funding. With this leadership team and funding, Homeward is committed to bringing high-quality healthcare to rural communities in need.

The Opportunity:

Homeward Health is seeking a senior, hands-on creative leader to serve as the Head of Creative & Content Design for our Care Experience organization. This role is the single accountable owner for member-facing creative and content design—setting strategy, leading execution, and modernizing how creative and content are produced across the organization.

This is intentionally not a traditional Creative Director role. Instead, it is a hands-on creative leadership position designed for a builder who operates comfortably at both the strategic and executional levels. You will define creative and content direction, work with junior creative team members, implement scalable systems and AI-enabled workflows, and personally deliver high-impact assets across channels.

Design and content play a critical role in how members understand their benefits, trust Homeward’s care model, and take action. This role ensures our creative output is clear, compliant, empathetic, and operationally scalable—especially for our highest-volume channel: contact center and member outreach.

What You’ll Do:

  • Own creative and content design strategy for the Care Experience organization, ensuring all member-facing communications are clear, consistent, accessible, and effective
  • Serve as the senior creative authority across Care Experience, Marketing, and Engagement—setting standards for visual quality, tone, and execution
  • Personally design and deliver high-impact creative assets across email, SMS, print, web, digital campaigns, and supporting materials for contact center and care teams
  • Translate complex healthcare, benefits, and care program information into approachable visual and content-driven experiences that build trust and drive action
  • Establish and evolve creative systems, templates, design standards, and asset libraries to support scale and consistency
  • Evaluate, implement, and optimize AI-enabled content workflows using tools such as Jasper, Sanity, Redpoint, GMC, and other content management platforms to increase throughput, personalization, and channel deployment efficiency
  • Partner closely with Engagement Strategy, Marketing Operations, Product, Clinical, and Data teams to ensure creative intent is preserved through execution
  • Support campaign and initiative planning by shaping creative and content approaches early—balancing strategy, feasibility, and execution speed
  • Provide hands-on mentorship, creative direction, and quality oversight to the creative group and provide additional support as design or content roles are added over time
  • Manage multiple concurrent initiatives with strong prioritization and accountability in a regulated healthcare environment

AI-Enabled Design & Tooling Expectations (Required)

  • Demonstrated, hands-on experience using AI-assisted tools in professional creative or content workflows
  • Ownership of selection, implementation, and expansion of AI-enabled tools supporting design, content creation, and creative operations
  • Ability to design and operationalize AI-supported workflows that improve creative speed, consistency, personalization, and scalability
  • Experience ensuring AI outputs meet brand standards, accessibility requirements, and healthcare compliance expectations
  • Ability to clearly demonstrate how AI tools have elevated creative quality, efficiency, or scale in prior roles (portfolio or case examples required)

Preferred Experience & Qualifications

  • 7–10 years of progressive experience in creative design, content design, or senior-level roles with ownership of both strategy and execution
  • Strong portfolio demonstrating senior-level, consumer-facing creative work with clear ownership of creative direction, systems, and end-to-end execution (portfolio required)
  • Expert proficiency in Adobe Creative Suite (Illustrator, InDesign, Photoshop), including advanced or emerging AI features
  • Strong experience with Figma and/or Canva in collaborative, system-based design environments
  • Experience designing for email marketing and automation platforms (Customer.io or similar)
  • Experience designing and structuring content for web platforms such as Webflow or comparable CMS tools
  • Deep understanding of typography, layout, color systems, accessibility standards, and visual hierarchy
  • Comfort operating as a senior creative leader who is equally comfortable setting direction and executing hands-on work
  • Experience working in healthcare, insurance, or other regulated environments strongly preferred

What Shapes Our Company:

  • Deep commitment to one another, the people and communities we serve, and to care that enables everyone to achieve their best health
  • Compassion and empathy
  • Curiosity and an eagerness to listen
  • Drive to deliver high-quality experiences, clinical care, and cost-effectiveness
  • Strong focus on the sustainability of our business and scalability of our services to maximize our reach and impact
  • Nurturing a diverse workforce with a wide range of backgrounds, experiences, and points of view
  • Taking our mission and business seriously but not taking ourselves too seriously– having fun as we build!

Benefits:

  • Competitive salary, equity grant, generous paid time off
  • Comprehensive benefits package including medical, dental & vision insurance with 100% of monthly premium covered for employees
  • Company-sponsored 401k plan
  • Flexible working arrangement

The base salary range for this position is $155,000 - $183,000. Compensation may vary outside of this range depending on a number of factors, including a candidate’s qualifications, skills, location, competencies and experience. Base pay is one part of the Total Package that is provided to compensate and recognize employees for their work at Homeward Health. This role is eligible for an annual bonus, stock options, as well as a comprehensive benefits package.

Inclusion & Belonging: 

At Homeward, a diverse set of backgrounds and experiences enrich our teams and allow us to achieve above and beyond our goals. If you have yet to gain experience in the areas detailed above, we hope you will share your unique background with us in your application and how it can be additive to our teams.

Homeward is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, disability, age, sexual orientation, gender identity, national origin, veteran status, or genetic information. Homeward is committed to providing access, equal opportunity, and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities.

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